(Z)-triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane

Base Information

Chemical Name:(Z)-triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane
CAS No.:1329422-70-9
Molecular Formula:C₂₅H₄₃BO₃Si
Molecular Weight:430.511
Hs Code.:

Synonyms:(Z)-triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane

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Chemical Property of (Z)-triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane

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Technology Process of (Z)-triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane

There total 4 articles about (Z)-triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 76-09-5
2,3-dimethyl-2,3-butane diol

: (Z)-N-methyliminodiacetyl (4-phenyl-1-((triisopropylsilyl)oxy)but-1-en-2-yl)boronate

: 1329422-70-9
(Z)-triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane

Guidance literature:: With sodium hydrogencarbonate; In methanol; at 45 ℃;
DOI:10.1021/ja205910d

Reference yield:

: 3360-41-6
4-phenyl-butan-1-ol

: 1329422-70-9
(Z)-triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane

: triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0 - 65 °C / Inert atmosphere

3.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; chloro(1,5-cyclooctadiene)rhodium(I) dimer / cyclohexane / 0.17 h / Glovebox; Inert atmosphere

3.2: 0.17 h / Glovebox; Inert atmosphere

3.3: 12 h / 70 °C / Sealed tube; Inert atmosphere

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; sodium hydrogencarbonate; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dichloromethane; cyclohexane; acetonitrile;
DOI:10.1021/acs.orglett.1c03796

Reference yield:

: 1329422-58-3
N-methyliminodiacetyl (1-oxo-4-phenylbutan-2-yl)boronate

: 1329422-70-9
(Z)-triisopropyl((4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)oxy)silane

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 - 20 °C

2: sodium hydrogencarbonate / methanol / 45 °C

With dmap; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol;
DOI:10.1021/ja205910d